About The Backyard Bosses in Chester, NY
Built on Craftsmanship and Hudson Valley Roots
When you're ready to transform your outdoor space in Chester, you deserve a team that understands both the craft and the community. We're a family-owned pool and outdoor living company specializing in full backyard transformations—from pool construction and hardscaping to electrical work that ties it all together.
With decades of experience working with regional pool systems, equipment, and cold-climate installations, we bring the technical expertise your project demands. We're licensed across Westchester, Dutchess, Rockland, Putnam, and Orange Counties, ensuring every job meets professional compliance standards.
What drives us is simple: reliability, detailed craftsmanship, and personalized customer service. We treat every backyard like it's our own because we know how much it means to you and your family.
Discover why Hudson Valley homeowners trust us with their most important outdoor investments.
Rooted in Chester, Trusted Across the Valley
Our story begins right here in the Hudson Valley, where we've spent years getting to know the landscape, the seasons, and the homeowners who make this region special. We've seen firsthand how a well-built pool or patio can turn a backyard into the heart of a home—a place where summer nights stretch longer and families gather without needing to leave.

Chester's rolling hills, stone-lined properties, and unpredictable weather patterns require more than generic solutions. They call for installations designed to withstand freeze-thaw cycles, equipped with systems built for longevity, and finished with the kind of attention to detail that only comes from local knowledge.
We're proud to support homeowners and businesses across the region, helping our community thrive one backyard at a time. From local families to schools and property owners, our deep community roots reflect the trust we've earned through consistent, quality work.
Learn more about how we bring outdoor visions to life across the Hudson Valley.
Where Masonry and Pool Construction Meets Personalized Service
Our experienced team knows Chester homes and the unique challenges of building outdoor spaces in this climate. We approach every project with the care and precision it deserves, combining technical skill with a genuine commitment to exceeding your expectations.
- Decades of hands-on experience with cold-climate pool installations and regional equipment systems
- Licensed and compliant across five Hudson Valley counties for peace of mind on every project
- Full-service backyard transformations including hardscaping, lighting, and custom electrical work
- Trusted by Chester families, schools, and property owners who value reliability and craftsmanship
- Personalized service from start to finish—no cookie-cutter designs, just solutions built around your vision
Whether you're planning a new pool, upgrading your outdoor space, or reimagining your entire backyard, we're here to help. Reach out today to discuss your project and see how we can turn your outdoor vision into reality right here in Chester, NY.